Sodium Hydroxide → 2-(6-Carboxy-2-cis-hexenyl)cyclopent-2-en-1-one

HRID 1439688Notes

Reaction equation

HRID 1439688 reaction equation
[C:1]([CH2:4][CH2:5][CH2:6][CH2:7]/[CH:8]=[CH:9]\[CH:10]1[CH:14]=[CH:13][CH2:12][C:11]1=[O:15])([OH:3])=[O:2].[OH-].[Na+]>>[C:1]([CH2:4][CH2:5][CH2:6][CH2:7]/[CH:8]=[CH:9]\[C:10]1[C:11](=[O:15])[CH2:12][CH2:13][CH:14]=1)([OH:3])=[O:2]

Participants

3

Reactant 2

HCID 14798Sodium HydroxideHCID 867329692-(6-Carboxy-2-cis-hexenyl)cyclopent-3-en-1-one

Product 1

HCID 867329642-(6-Carboxy-2-cis-hexenyl)cyclopent-2-en-1-one

Procedure

A solution of 3 g. of crude 2-(6-carboxy-2-cis-hexenyl)cyclopent-3-en-1-one (Example 1133) in 100 ml. of 2% sodium hydroxide is stirred at 80° C. under nitrogen for 1.5 hours. The cooled solution is acidified to Congo Red and extracted into ether. The ethereal extracts are dried over sodium sulfate and evaporated at reduced pressure to afford the product.

Workup

  1. extractionextracted into ether
  2. dry with materialThe ethereal extracts are dried over sodium sulfate
  3. customevaporated at reduced pressure
  4. customto afford the product

Sources & evidence

ORD record
ord-6cb857bcc2224a42942468b13ccd9dfb
Source dataset
uspto-grants-1977_11
Patent number
US04060540

Reaction notes

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